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Deep River is host to many wonderful community events throughout the year. In the spring we have our Annual Fishing Derby, Easter Egg Hunt and Memorial Day Parade. In the summer we have outdoor concerts and movies in the park and our historic Deep River Muster, attracting musicians and visitors from all over the country. We end the year with great events such as Family Day and the Fife and Drum Run, our Halloween Parade, Trunk or Treat and Scarecrow Contest, November’s Jams for Cans, and finally our Holiday Stroll and Light Parade in December.

All of our town events are very popular and designed to be fun for the entire family. Check our news & events page often for continuous updates about town happenings as well as specials and promotions from our local businesses.

Deep River has so much to offer as you stroll through our quaint little town. Check us out on the Saturday after Thanksgiving as so many of the shops will be offering discounts or having sales. And you will find many unique gifts as you peruse the options along Main Street (Route 154) between exits 4 and 6 off Route 9. Can’t decide? Most shops offer gift certificates. Weary after all that hard work? Don’t forget to stop, take a rest and have a nibble at one of the many eateries in the area. We look forward to seeing you!

There’s so much happening in our lovely little town on December 8th and 9th!

The Festival of Trees at the Deep River Historical Society’s Stone House (245 Main Street) begins with viewing and voting on December 8th. Come once again on the 9th to see who won.

Early on the 9th, get ready to run! The Jingle Bell 5K Run/Walk begins at 10:00 a.m. at Tri-Town Youth Services (56 High Street). Proceeds benefit the Region 4 Education Foundation.

Later on the 9th, the Annual Tree Lighting will be between 4:30-5:00 p.m. at the Town Hall (at the junction of Connecticut Routes 80 and 154). Before and after, visit the merchants as many will be offering specials in their shops. Details will soon follow on other evening events for families and children. And don’t miss the free concert, featuring the Old Tyme Players Band, at 7:00 p.m. in the town auditorium.

Let Dough on Main make your Thanksgiving special with delicious food from start to finish. Dough on Main, located at 159 Main Street, has created a special holiday menu and will be taking orders until Saturday, November 18 … but there’s still always plenty to choose from in the shop.

Men – It’s time to take Christmas morning back from the kids. Announcing our Christmas Wish List! A sure-fired way of making sure that what’s under the tree will be totally awesome and rekindle that giddy feeling you had as a kid. Trust us – make it easy on your family this year by taking the guess work out of shopping and visit our store to complete your Wish List today! (as opposed to two days before Christmas) Warning: Anchor & Compass does not endorse pushing children out of your way to get to the tree on Christmas morning.

The Deep River Historical Society invites you to participate in the 3rd Annual Festival of Trees, Trains & Traditions to be presented throughout the Society’s buildings and grounds on December 4th & 5th, 2015.

This year we will feature a special display of trains and highlight other annual traditions.

Awards will be presented in 3 categories: Best Rep. of Theme, Most Creative Use of Materials and new this year, all participants will be eligible for our Celebrity’s Choice Award. Each category will have a junior and adult award…Judging will be done by a “people’s choice” system by the attendees with the exception of our Celebrity’s Choice.

Join us Saturday November 14th for the 10th Annual Jams for Cans to help support our local food pantry. Each year this great event helps to raise so much needed food for our neighbors in need. Please join us, check out some great local music and support those in need!

Do you enjoy delicious food, beer and wine? If so, join Dough on Main at the 4th annual Chester Wine & Beer Tasting on Saturday, June 6, from 6:30pm to 10pm. The event will be held at the Chester Fairgrounds, located on Route 154 in Chester.